Looking for Chesapeake fall and Halloween events in 2026? You're in the right place!
We rounded up every pumpkin patch, trunk-or-treat, and spooky-but-family-friendly event happening in Chesapeake this season — so you can stop scrolling ten different Facebook groups and just scroll this list instead. New events added daily during the busy season, so bookmark this page!
Last updated: October 15, 2026 — we update this constantly, so bookmark it!
🍁 Chesapeake's Can't-Miss Fall Attractions
Bookmark these. They're the Chesapeake spots families come back to year after year. Full dates, hours, and details are all in the calendar below, but here's who's on our must-visit list this season:
Chesapeake Farm Fun For All Ages
- Historic Greenbrier Farms Fall Festival — Has it all: pumpkin picking, hayrides, farm animals, playground fun, bounce houses, local vendors, delicious food & drinks
Chesapeake Little Kid Fall Favorite
- Hickory Ridge Farm — Our pick for families with little ones: wristband includes bounce houses, play houses, friendly farm animals, a children’s corn maze, toddler hay maze, hay mountain with slide, a children’s corn pit, fun games, plus one barrel train ride and one hayride
Chesapeake Pumpkin Patches
- Mount Pleasant Farms — Pumpkin patch, kids' play area and annual trick-or-treat through the corn maze (Oct 23)
- Lilley Farms — Pumpkin patch known for their giant pumpkins, perfect for those baby-in-a-pumpkin photos
Chesapeake Petting Farms
- Bergey's Barnyard — Our pick for best petting farm, but stay for the corn maze and pumpkin patch
Chesapeake Scary Fun
- A Haunting at Greenbrier Farms — Definitely not for little ones, but adults and teens may enjoy this haunted attraction!
🎃 Chesapeake Fall & Halloween Events 2026: The Calendar
New events pop up here as soon as they're announced. No need to dig through a dozen Facebook groups. Just browse below!
Some events are weather-dependent — always double-check before you head out!
Know about a Chesapeake event that's missing? Submit it here and we'll get it added.
👻 Don't ghost us! Subscribe free and get Chesapeake's best fall & Halloween events sent straight to your inbox — you'll never miss another pumpkin patch again.
🍎 More Chesapeake Fall Fun (Because Halloween Isn't the Only Reason to Love This Season)
Halloween might get all the hype, but Chesapeake has SO much more fall magic to offer. Here's where to go next:
- Link: Get your FREE Boo Bag from Macaroni KID Chesapeake!
- Best Places to See Peak Fall Foliage in Chesapeake in 2026
- 31 Halloween Jokes for Kids That Are Frightfully Funny
👉 Bookmark this page — we're adding new Chesapeake fall and Halloween events all season long!
Know of a Chesapeake Halloween event that should be listed? Submit it here.
